Engineering Lead

Stayflexi is fundamentally breaking the noon to noon booking model fabric, making every asset of the hotel (rooms, amenities) to be sold on flexible basis. 80% of hotel guests seek for early checkins and late checkouts, 40% of the hotel rooms and amenities are unsold. We are basically enabling true hospitality through technology - Guests should be able to checkin and checkout anytime, and to be able to access hotel amenities with ease. We are currently offering end to end management and sales platform to hotels, through which hotels can offer direct flexible sales to guests. We are live across 1200 hotels in 6 different countries. Stayflexi’s founding team is alumni of top universities like Carnegie Mellon, Cornell with strong advisory board from hospitality industry. Current team is full of travel enthusiasts and people who invented and worked on cutting edge technologies. Working for Stayflexi is highly engaging and the work culture is perfect amalgam of tech and travel. If you find yourself already part of the team and meet below criteria, we would love to hear from you. We're Hiring: Engineering Lead for Our New AI-Powered Content Distribution Vertical We’re building the AI engine that will redefine modern content distribution — replacing bloated agency models with smart software and agile agents. About the Role We're looking for a hands-on Engineering Lead to guide the next stage of our platform’s development. You’ll lead a growing team (currently 4 engineers, scaling to 10), define technical strategy, and take ownership of systems that combine custom LLM pipelines, intelligent automation workflows, and intuitive product interfaces. Reporting directly to the CEO, you'll play a key role in shaping our product, team, and culture. If you thrive in early-stage environments and know how to ship quickly without compromising quality, this is your place. What You’ll Do Lead and scale an engineering team from 4 to 10 Own system architecture, infrastructure, and platform reliability Design and optimize LLM workflows (e.g. RAG, embeddings, prompt chaining) Drive development of backend APIs, automation layers, and internal tools Establish and enforce technical best practices, performance benchmarks, and clean abstractions Collaborate cross-functionally with product, content, and design teams Stay hands-on with core systems, especially in the early stages Recruit, onboard, and mentor engineering talent Lead and scale an engineering team from 4 to 10 Own system architecture, infrastructure, and platform reliability Design and optimize LLM workflows (e.g. RAG, embeddings, prompt chaining) Drive development of backend APIs, automation layers, and internal tools Establish and enforce technical best practices, performance benchmarks, and clean abstractions Collaborate cross-functionally with product, content, and design teams Stay hands-on with core systems, especially in the early stages Recruit, onboard, and mentor engineering talent What We’re Looking For 5+ years in backend or full-stack engineering roles 2+ years of experience leading or mentoring technical teams Proven experience building LLM-powered applications Strong backend development skills — Python preferred (FastAPI, Django, etc.) Proficiency with Postgres, MongoDB, and scalable API architectures Excellent communication skills in English Startup or fast-paced product environment experience (not agency/service roles) CS degree from IIT, IIIT, NIT, BITS, DTU, NSUT, or equivalent real-world achievements 5+ years in backend or full-stack engineering roles 2+ years of experience leading or mentoring technical teams Proven experience building LLM-powered applications Strong backend development skills — Python preferred (FastAPI, Django, etc.) Proficiency with Postgres, MongoDB, and scalable API architectures Excellent communication skills in English Startup or fast-paced product environment experience (not agency/service roles) CS degree from IIT, IIIT, NIT, BITS, DTU, NSUT, or equivalent real-world achievements Why Join Us Own the engineering roadmap and lay the foundation for our tech stack Work directly with an experienced founder and a mission-driven early team Build fast, avoid red tape, and solve meaningful problems Be part of a high-trust, high-autonomy culture Own the engineering roadmap and lay the foundation for our tech stack Work directly with an experienced founder and a mission-driven early team Build fast, avoid red tape, and solve meaningful problems Be part of a high-trust, high-autonomy culture Work Schedule (Remote – PST Time Zone) Mon–Thu: 9:30 AM – 6:30 PM PST Fri: Half-day, 9:30 AM – 2:00 PM PST Mon–Thu: 9:30 AM – 6:30 PM PST Fri: Half-day, 9:30 AM – 2:00 PM PST Django, Java, Jython, Jquery, Javascript, Bootstrap UI, Mysql, Dynamodb, redis